Watch Sailing & Boating Adventures Around the World – Page 2 of 2

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

Showing 25-30 of 30 results
EP 06 Things Could Be Worse – Sailing FAIL
Sailing Starship Friendship

EP 06 Things Could Be Worse – Sailing FAIL

Not so smooth sailing. Just when our luck seems so good, it gives out. But before our SAIL FAIL, we celebrate safe landing in a sketchy anchorage, find out that our boat does better than expected sailing into the wind, and learn an important lesson about eating out abroad. Follow our sailing story...
EP 05 More Please: Sailing Conditions We Love!
Sailing Starship Friendship

EP 05 More Please: Sailing Conditions We Love!

It was a beautiful sail... until we found water in the bilges and the autopilot started screaming, again! The conditions we like to sail in! Plus touring of the mountains around Cascais and overcoming serious Burning Man FOMO. It's no joke. Episode 5 season Alpha
New Sailors in an Amazing Port EP 03
Sailing Starship Friendship

New Sailors in an Amazing Port EP 03

Our first stop after crossing the Bay of Biscay turns out to be one of the most amazing places in Spain. After some fun picking up trash and putting around in the dinghy, we explore the old town and historic castle. Then some friends join us and we head off to Porto in a thick fog. If you’re ever ...
Big Waves and High Winds: Crossing the Bay of Biscay EP 02
Sailing Starship Friendship

Big Waves and High Winds: Crossing the Bay of Biscay EP 02

Just show up with your toothbrush and set sail! Not so much… Before heading offshore we encounter a few hiccups, but the headaches are worth it. In this episode we do our best to prepare for a four-day ocean sail and set off across the Bay of Biscay. As far as fists go, this is one heck of a way t...
EP 01 Starship Friendship LAUNCH! The Adventure Begins, Setting Sail for the First Time.
Sailing Starship Friendship

EP 01 Starship Friendship LAUNCH! The Adventure Begins, Setting Sail for the First Time.

Launching Starship Friendship and setting off on our inaugural sail. After months of preparations, days of travel and endless hours obsessing over sailing boats, routes, weather and endless details, we launch. From Les Sables-d'Olonne in France across the Bay of Biscay to Baiona Spain… Join u...
There’s TOO MANY Dinghies in the Harbor!!   (MJ Sailing – EP 67)
MJ Sailing

There’s TOO MANY Dinghies in the Harbor!! (MJ Sailing – EP 67)

Now that all of our chores in St. Martin are done, it's time to head back to St. Barth's and have A LOT of fun. Arriving a few days after their annual regatta begins, the Voiles de St. Barth, we actually find ourselves sailing into Gustavia mid-race! And not knowing what the course is, ...
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